937378-68-2Relevant academic research and scientific papers
Synthesis of acyclic nucleosides and other C-1 substituted alditols from carbohydrates using a tandem alkoxyl radical β-fragmentation-nucleophilic addition
Boto, Alicia,Hernández, Rosendo,Suárez, Ernesto
, p. 9167 - 9170 (2001)
The oxidative β-fragmentation of alkoxyl radicals generated from easily available carbohydrates is an efficient methodology to obtain acyclic nucleosides and other C-1 substituted alditols. In the reaction conditions an oxycarbenium ion is generated, which can be trapped by a variety of oxygen, carbon and nitrogen nucleophiles, in good yields and stereoselectivities.
Efficient conversion of carbohydrates into 1-C-alditols: Application to the synthesis of chiral γ-substituted butenolides and bicyclic alkaloid analogues
Boto, Alicia,Hernandez, Dacil,Hernandez, Rosendo
, p. 5287 - 5297 (2008/12/20)
(Chemical Equation Presented) Readily available sugar derivatives were transformed in a few steps into valuable, more complex products. The tandem radical scission of carbohydrates-oxidation reaction gave acetoxy acetals, which were converted into a variety of chiral C-alditols in good global yields and excellent 1,2-trans stereoselectivity. The reaction was the key step in the synthesis of hydroxylated γ-substituted butenolides and bicyclic alkaloid analogues.
Short and efficient synthesis of chiral furyl carbinols from carbohydrates
Boto, Alicia,Hernandez, Dacil,Hernandez, Rosendo
, p. 1721 - 1724 (2008/02/02)
Common sugar derivatives can be transformed in a few steps into chiral-substituted furyl carbinols. The mildness of the reaction conditions and the good yields obtained make this procedure an interesting alternative to the conventional processes.
